Department of Applied Chemistry, Waseda University , 3-4-1 Ohkubo, Shinjuku, Tokyo169-8555, Japan.
Central Research Laboratory Technology and Development Division, Kanto Chemicals Co., Inc., Saitama 340-0003, Japan.
Org Lett. 2016 Oct 7;18(19):5106-5109. doi: 10.1021/acs.orglett.6b02556. Epub 2016 Sep 27.
The first palladium-catalyzed decarbonylative coupling of phenyl 2-azinecarboxylates and arylboronic acids is presented. The key for the development of this decarbonylative coupling is the use of Pd/dcype as a catalyst. A wide range of 2-azinecarboxylates can undergo the present coupling reaction to afford 2-arylazines. By combination with previously reported nickel-catalyzed decarbonylative coupling, we achieved a chemoselective sequential decarbonylative coupling of pyridine dicarboxylate to synthesize 2,4-diarylpyridine.
本文首次报道了钯催化的苯基 2-嗪羧酸酯和芳基硼酸的脱羰偶联反应。发展这种脱羰偶联反应的关键是使用 Pd/dcype 作为催化剂。一系列的 2-嗪羧酸酯可以进行本反应，得到 2-芳基嗪。通过与之前报道的镍催化的脱羰偶联反应相结合，我们实现了吡啶二羧酸酯的化学选择性顺序脱羰偶联，合成了 2,4-二芳基吡啶。
